N-メチル-D-グルカミン
N-Methyl-D-glucamine
基本情報
- CAS
6284-40-8- 標準SMILES
CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO- InChIKey
MBBZMMPHUWSWHV-BDVNFPICSA-N- 分子式
- C7H17NO5
- 平均分子量
- 195.21 g/mol
- 単同位体質量
- 195.11067264
概要
N-methylglucamine is a hexosamine that is D-glucitol in which the hydroxy group at position 1 is substituted by the nitrogen of a methylamino group. A crystalline base, it is used in preparing salts of certain acids for use as diagnostic radiopaque media, while its antimonate is used as an antiprotozoal in the treatment of leishmaniasis. It is a hexosamine and a secondary amino compound.
名称と識別子
- 優先名称
- N-Methyl-D-glucamine
- IUPAC
- (2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentol
- 現地名
- N-メチル-D-グルカミン
- 英語名
- Meglumine
- 分子式
- C7H17NO5
- 分子量
- 195.21
名称と別名
meglumineN-Methyl-D-glucamine6284-40-8N-MethylsorbitylamineD-Glucitol, 1-deoxy-1-(methylamino)-Megluminum1-Deoxy-1-methylaminosorbitolMethylglucamineN-Methyl-D(-)-glucamined(-)-n-methylglucamine6HG8UB2MUY1-deoxy-1-methylamino-d-glucitol
名称をさらに表示
N-メチル-D-グルカミン1-デオキシ-1-(メチルアミノ)-D-グルシトール1-メチルアミノ-1-デオキシ-D-グルシトール1-デオキシ-1-メチルアミノ-D-グルシトールメグルミンN-メチルグルカミン1-(メチルアミノ)-1-デオキシ-D-グルシトールメチルグルカミンN‐メチル‐D‐グルカミンメグルミン (AS)N-メチル-D(-)-グルカミンN-メチル-D-グルカミン, 99%メグルミン (JP17)N-METHYLGLUCAMINEMeglumin1-deoxy-1-(methylamino)-d-glucito(2R,3R,4R,5S)-6-(MethylaMino)hexane-1,2,3,4,5-pentaol1-DEOXY-1-(METHYLAMINO)-D-GLUCITOLMeguMineMeglumine CRSMethylglucamin
D-(-)-N-MethylglucamineNSC-7391NSC-52907CHEBI:59732NSC52907NSC7391antimoniate de mAglumineRefChem:389110
物性
構造計算による物性
- XLogP
- -2.8
- 極性表面積
- 113 Ų
- 水素結合供与体数
- 6
- 水素結合受容体数
- 6
- 回転可能結合数
- 6
- 重原子数
- 13
- 形式電荷
- 0
- 複雑度
- 134
実験および物理化学的性質
DrugsPharmaceuticals -> Listed in ZINC15
CosmeticsHair conditioning
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Animal DrugsPharmaceuticals -> UK Veterinary Medicines Directorate List
Physical DescriptionDry Powder; Liquid
Dissociation Constants9.6
Collision Cross Section
141.3 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID0023244]
134.31 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
139 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
物理化学的性質
- 融点
- 129 · 129-131.5 °C (lit.)
- 比旋光度
- -16.5 · -16.5 º (c=10, H2O, on dry sub)
- 沸点
- 331.88 °C · 331.88°C (rough estimate)
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 93.4% (425 of 455) of all reports.
Not Classified
Aggregated GHS information provided per 455 reports by companies from 7 notifications to the ECHA C&L Inventory.
危険有害性情報
Regulatory Information
Chemical: D-Glucitol, 1-deoxy-1-(methylamino)-
D-Glucitol, 1-deoxy-1-(methylamino)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of D-Glucitol, 1-deoxy-1-(methylamino)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 13-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/18480
Meglumine: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesNot Classified
安全データ
- F
- 3-10-23
- wgk
- 3
- tsca
- TSCA listed
- 毒性
- LD50 orally in Rabbit: > 5000 mg/kg
- hs_code
- 29221980
- risk_code
- 36/37/38
- 化審法
- (2)-2412
- safety_code
- 24/25
- 自然発火温度
- ~662 °F
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
MeSH Pharmacological ClassificationSubstances used to allow enhanced visualization of tissues.
用途と製造
U.S. Production2023: 125,957 lb
Industry UsesIntermediate
Use ClassificationCosmetics -> Hair conditioning
General Manufacturing Information
Soap, Cleaning Compound, and Toilet Preparation Manufacturing
D-Glucitol, 1-deoxy-1-(methylamino)-: ACTIVE
応用分野
用途イオン交換、キレート樹脂原料。有機合成原料。
使用N-Methyl-D-glucamine is used in conjunction with iodinated organic compounds in contrast media viz. diatrizoate meglumine and iodipamide meglumine. It is useful in ion-exchange resins to chelate boron ions selectively. It is also used as an excipient in pharmaceuticals, in cosmetics and X-ray contrast media. It is also employed in the synthesis of surface active agents, pharmaceuticals and dyes.
一般的な説明Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.Meglumine is a glucose-derived secondary amine which is widely used as an excipient in pharmaceutical formulations.
調製方法
Meglumine is prepared by the imination of glucose and monomethylamine, in an alcoholic solution, followed by catalytic hydrogenation.
純化方法Crystallise N-methyl-D(-)-glucamine from MeOH. Its solubility in H2O is 10%. [Karrer & Herkenrath Helv Chim Acta 20 83 1957 also for other N-alkyl derivatives, Beilstein 4 IV 1914.]
関連反応
98 件
化合物ノート
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